Derwood Edson breaks out of prison after receiving a letter from his stripper girlfriend Angie. Derwood's best friend, Dwight, has been spending a little too much time with Angie. Karen's attempted romance with Miami Marlins pitcher Tuck Rodriguez (Eduardo Verastegui) appears fated to disappointment, because of their careers. Karen must recapture Derwood. Tuck is starting to lose his ability to pitch, and Karen is becoming a little too famous, after been seen with Tuck. Karen learns of Angie and sticks to her like glue to recapture Derwood. When Karen learns that Angie is mixed up in drugs, she arrests her and puts her in prison. Undeterred, Derwood breaks Angie out of prison.